Synthesis and Reactions of Ester-Substituted Fulvenes. A New Route to Δ9(12)-Capnellene

Ying Wang; K. N. Houk; Debabrata Mukherjee; David Birney

doi:10.1021/jo00302a004

Synthesis and Reactions of Ester-Substituted Fulvenes. A New Route to Δ⁹⁽¹²⁾-Capnellene

Ying Wang, K. N. Houk, Debabrata Mukherjee, David Birney

Chemistry and Biochemistry

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

19 Scopus citations

Abstract

: The condensation of cyclopentadienecarboxylic acid ester with aldehydes produces ester-substituted fulvenes regioselectively. The products undergo both intermolecular and intramolecular [6 + 2] cycloadditions to give the synthetically useful linearly fused tricyclopentanoids. A formal synthesis of Δ⁹⁽¹²⁾-capnellene is reported.

Original language	English
Pages (from-to)	4504-4506
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	55
Issue number	15
DOIs	https://doi.org/10.1021/jo00302a004
State	Published - 1990

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title = "Synthesis and Reactions of Ester-Substituted Fulvenes. A New Route to Δ9(12)-Capnellene",

abstract = ": The condensation of cyclopentadienecarboxylic acid ester with aldehydes produces ester-substituted fulvenes regioselectively. The products undergo both intermolecular and intramolecular [6 + 2] cycloadditions to give the synthetically useful linearly fused tricyclopentanoids. A formal synthesis of Δ9(12)-capnellene is reported.",

author = "Ying Wang and Houk, {K. N.} and Debabrata Mukherjee and David Birney",

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volume = "55",

pages = "4504--4506",

journal = "Journal of Organic Chemistry",

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T1 - Synthesis and Reactions of Ester-Substituted Fulvenes. A New Route to Δ9(12)-Capnellene

AU - Wang, Ying

AU - Houk, K. N.

AU - Mukherjee, Debabrata

AU - Birney, David

PY - 1990

Y1 - 1990

N2 - : The condensation of cyclopentadienecarboxylic acid ester with aldehydes produces ester-substituted fulvenes regioselectively. The products undergo both intermolecular and intramolecular [6 + 2] cycloadditions to give the synthetically useful linearly fused tricyclopentanoids. A formal synthesis of Δ9(12)-capnellene is reported.

AB - : The condensation of cyclopentadienecarboxylic acid ester with aldehydes produces ester-substituted fulvenes regioselectively. The products undergo both intermolecular and intramolecular [6 + 2] cycloadditions to give the synthetically useful linearly fused tricyclopentanoids. A formal synthesis of Δ9(12)-capnellene is reported.

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U2 - 10.1021/jo00302a004

DO - 10.1021/jo00302a004

M3 - Article

AN - SCOPUS:0001195489

VL - 55

SP - 4504

EP - 4506

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 15

ER -