Reactions of silyl enol ethers and ketene silyl ketals with isocyanates

Shin Ichi Inaba; Iwao Ojima; Katsuhiko Yoshida; Megumi Nagai

doi:10.1016/S0022-328X(00)86696-6

Reactions of silyl enol ethers and ketene silyl ketals with isocyanates

Shin Ichi Inaba
, Iwao Ojima
, Katsuhiko Yoshida
, Megumi Nagai

Chemistry

Stony Brook University

Sugami Chemical Research Center

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

The reaction of silyl enol ethers with aryl isocyanates gave 2-siloxycycloalk-1-enecarboxamides or 4-siloxyazetidin-2-ones, depending on the structure of silyl enol ethers. On the other hand, ketene silyl ketals reacted with isocyanates to afford 2-(N-silylcarbamoyl)alkanoates or 4-siloxy-4-alkoxyazetidin-2-ones dependent upon the structure of isocyanates. These adducts were easily desilylated to the corresponding 2-carbamoylalkanones or 2-carbamoylalkanoates.

Original language	English
Pages (from-to)	123-134
Number of pages	12
Journal	Journal of Organometallic Chemistry
Volume	164
Issue number	2
DOIs	https://doi.org/10.1016/S0022-328X(00)86696-6
State	Published - Jan 9 1979

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title = "Reactions of silyl enol ethers and ketene silyl ketals with isocyanates",

abstract = "The reaction of silyl enol ethers with aryl isocyanates gave 2-siloxycycloalk-1-enecarboxamides or 4-siloxyazetidin-2-ones, depending on the structure of silyl enol ethers. On the other hand, ketene silyl ketals reacted with isocyanates to afford 2-(N-silylcarbamoyl)alkanoates or 4-siloxy-4-alkoxyazetidin-2-ones dependent upon the structure of isocyanates. These adducts were easily desilylated to the corresponding 2-carbamoylalkanones or 2-carbamoylalkanoates.",

author = "Inaba, \{Shin Ichi\} and Iwao Ojima and Katsuhiko Yoshida and Megumi Nagai",

year = "1979",

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doi = "10.1016/S0022-328X(00)86696-6",

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TY - JOUR

T1 - Reactions of silyl enol ethers and ketene silyl ketals with isocyanates

AU - Inaba, Shin Ichi

AU - Ojima, Iwao

AU - Yoshida, Katsuhiko

AU - Nagai, Megumi

PY - 1979/1/9

Y1 - 1979/1/9

N2 - The reaction of silyl enol ethers with aryl isocyanates gave 2-siloxycycloalk-1-enecarboxamides or 4-siloxyazetidin-2-ones, depending on the structure of silyl enol ethers. On the other hand, ketene silyl ketals reacted with isocyanates to afford 2-(N-silylcarbamoyl)alkanoates or 4-siloxy-4-alkoxyazetidin-2-ones dependent upon the structure of isocyanates. These adducts were easily desilylated to the corresponding 2-carbamoylalkanones or 2-carbamoylalkanoates.

AB - The reaction of silyl enol ethers with aryl isocyanates gave 2-siloxycycloalk-1-enecarboxamides or 4-siloxyazetidin-2-ones, depending on the structure of silyl enol ethers. On the other hand, ketene silyl ketals reacted with isocyanates to afford 2-(N-silylcarbamoyl)alkanoates or 4-siloxy-4-alkoxyazetidin-2-ones dependent upon the structure of isocyanates. These adducts were easily desilylated to the corresponding 2-carbamoylalkanones or 2-carbamoylalkanoates.

UR - https://www.scopus.com/pages/publications/0011446596

U2 - 10.1016/S0022-328X(00)86696-6

DO - 10.1016/S0022-328X(00)86696-6

M3 - Article

SN - 0022-328X

VL - 164

SP - 123

EP - 134

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 2

ER -

Reactions of silyl enol ethers and ketene silyl ketals with isocyanates

Abstract

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