A simple efficient synthesis of 3-pyrrolines using a 1,3-dipolar cycloadoition reaction with an ylide generated by thermal desilylation of an α-silylimminium salt

Wayne K. Anderson; Thomas T. Dabrah

doi:10.1080/00397918608078773

A simple efficient synthesis of 3-pyrrolines using a 1,3-dipolar cycloadoition reaction with an ylide generated by thermal desilylation of an α-silylimminium salt

Wayne K. Anderson
, Thomas T. Dabrah

Pharmaceutical Sciences

SUNY Buffalo

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

8 Scopus citations

Abstract

Treatment of N-(benzylidene)trimethylsilylmethylamine with methyl chloroformate at 50°C produced an ylide that reacted with dimethyl acetylenedicarboxylate to give dimethyl 1-methoxy-carbonyl-2-phenyl-3-pyrroline-3,4-dicarboxylate.

Original language	English
Pages (from-to)	559-563
Number of pages	5
Journal	Synthetic Communications
Volume	16
Issue number	5
DOIs	https://doi.org/10.1080/00397918608078773
State	Published - Apr 1 1986

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title = "A simple efficient synthesis of 3-pyrrolines using a 1,3-dipolar cycloadoition reaction with an ylide generated by thermal desilylation of an α-silylimminium salt",

abstract = "Treatment of N-(benzylidene)trimethylsilylmethylamine with methyl chloroformate at 50°C produced an ylide that reacted with dimethyl acetylenedicarboxylate to give dimethyl 1-methoxy-carbonyl-2-phenyl-3-pyrroline-3,4-dicarboxylate.",

author = "Anderson, \{Wayne K.\} and Dabrah, \{Thomas T.\}",

year = "1986",

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AU - Anderson, Wayne K.

AU - Dabrah, Thomas T.

PY - 1986/4/1

Y1 - 1986/4/1

N2 - Treatment of N-(benzylidene)trimethylsilylmethylamine with methyl chloroformate at 50°C produced an ylide that reacted with dimethyl acetylenedicarboxylate to give dimethyl 1-methoxy-carbonyl-2-phenyl-3-pyrroline-3,4-dicarboxylate.

AB - Treatment of N-(benzylidene)trimethylsilylmethylamine with methyl chloroformate at 50°C produced an ylide that reacted with dimethyl acetylenedicarboxylate to give dimethyl 1-methoxy-carbonyl-2-phenyl-3-pyrroline-3,4-dicarboxylate.

UR - https://www.scopus.com/pages/publications/0037804037

U2 - 10.1080/00397918608078773

DO - 10.1080/00397918608078773

M3 - Article

AN - SCOPUS:0037804037

SN - 0039-7911

VL - 16

SP - 559

EP - 563

JO - Synthetic Communications

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IS - 5

ER -

A simple efficient synthesis of 3-pyrrolines using a 1,3-dipolar cycloadoition reaction with an ylide generated by thermal desilylation of an α-silylimminium salt

Abstract

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