Design and Synthesis of Spirocyclics Via the Diels Alder Reaction and Ring-Opening Cross-Metathesis as Key Steps

Sambasivarao Kotha; Ashoke C. Deb; Subrata Chattopadhyay

doi:10.2174/157017806775224350

ISSN: 1570-1786
E-ISSN: 1875-6255

Design and Synthesis of Spirocyclics Via the Diels Alder Reaction and Ring-Opening Cross-Metathesis as Key Steps
Authors: Sambasivarao Kotha¹, Ashoke C. Deb² and Subrata Chattopadhyay³
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¹ Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai-400076, India. ² Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai-400076, India. ³ Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai-400076, India.
Source: Letters in Organic Chemistry, Volume 3, Issue 2, Feb 2006, p. 128 - 134
DOI: https://doi.org/10.2174/157017806775224350
- Available online: 01 Feb 2006

Abstract

Ring-opening-cross-metathesis (ROCM) reaction has been used to prepare spiro-indane derivatives containing six rings. The Diels-Alder (DA) chemistry of indan-2-spiro(cyclopenta-2,4-diene) 1 with various dienophiles such as 1,4-benzoquinone and its derivatives gave the corresponding DA products in moderate to good yields. Also, we report an improved procedure for preparation of the spiro-diene 1 using phase-transfer catalysis (PTC) conditions.

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2006-02-01

2025-09-11

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Article Type: Research Article

Keyword(s): Diels-Alder; Fenestranes; Grubbs' Catalyst; Quinones; ROCM; Spiro-diene; Spirocycles

Design and Synthesis of Spirocyclics Via the Diels Alder Reaction and Ring-Opening Cross-Metathesis as Key Steps

Abstract

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