A STEREOSELECTIVE PI-CYCLIZATION TO A COMBINED BRIDGEHEAD OLEFIN-BRIDGEHEAD ALCOHOL

U  VOGT; U  EGGERT; A M Z  SLAWIN; D J  WILLIAMS; H M R  HOFFMANN

A STEREOSELECTIVE PI-CYCLIZATION TO A COMBINED BRIDGEHEAD OLEFIN-BRIDGEHEAD ALCOHOL

U VOGT, U EGGERT, A M Z SLAWIN, D J WILLIAMS, H M R HOFFMANN

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17 Citations (Scopus)

Abstract

Bridgehead olefin and bridgehead alcohol units are formed simultaneously in one molecule upon solvolysis of the mesylate to give 2 (R = H). The synthesis of 1 from caryophyllene epoxide was achieved for the first time stereoselectively and in good yields. An X-ray structure analysis of the 4-bromobenzoate of 2 confirms the structural assignment.

Original language	English
Pages (from-to)	1456-1457
Number of pages	2
Journal	Angewandte Chemie International Edition in English
Volume	29
Issue number	12
Publication status	Published - Dec 1990

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title = "A STEREOSELECTIVE PI-CYCLIZATION TO A COMBINED BRIDGEHEAD OLEFIN-BRIDGEHEAD ALCOHOL",

abstract = "Bridgehead olefin and bridgehead alcohol units are formed simultaneously in one molecule upon solvolysis of the mesylate to give 2 (R = H). The synthesis of 1 from caryophyllene epoxide was achieved for the first time stereoselectively and in good yields. An X-ray structure analysis of the 4-bromobenzoate of 2 confirms the structural assignment.",

author = "U VOGT and U EGGERT and SLAWIN, {A M Z} and WILLIAMS, {D J} and HOFFMANN, {H M R}",

year = "1990",

month = dec,

language = "English",

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journal = "Angewandte Chemie International Edition in English",

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AU - VOGT, U

AU - EGGERT, U

AU - SLAWIN, A M Z

AU - WILLIAMS, D J

AU - HOFFMANN, H M R

PY - 1990/12

Y1 - 1990/12

N2 - Bridgehead olefin and bridgehead alcohol units are formed simultaneously in one molecule upon solvolysis of the mesylate to give 2 (R = H). The synthesis of 1 from caryophyllene epoxide was achieved for the first time stereoselectively and in good yields. An X-ray structure analysis of the 4-bromobenzoate of 2 confirms the structural assignment.

AB - Bridgehead olefin and bridgehead alcohol units are formed simultaneously in one molecule upon solvolysis of the mesylate to give 2 (R = H). The synthesis of 1 from caryophyllene epoxide was achieved for the first time stereoselectively and in good yields. An X-ray structure analysis of the 4-bromobenzoate of 2 confirms the structural assignment.

M3 - Article

SN - 0570-0833

VL - 29

SP - 1456

EP - 1457

JO - Angewandte Chemie International Edition in English

JF - Angewandte Chemie International Edition in English

IS - 12

ER -

A STEREOSELECTIVE PI-CYCLIZATION TO A COMBINED BRIDGEHEAD OLEFIN-BRIDGEHEAD ALCOHOL

Abstract

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