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

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

Volume: 3 Issue: 2

Author(s): Sambasivarao Kotha, Ashoke C. Deb and Subrata Chattopadhyay

Affiliation:

Keywords: Spirocycles, ROCM, Diels-Alder, Grubbs' Catalyst, Quinones, Spiro-diene, Fenestranes

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.

Cite this article as:

Kotha Sambasivarao, Deb C. Ashoke and Chattopadhyay Subrata, Design and Synthesis of Spirocyclics Via the Diels Alder Reaction and Ring-Opening Cross-Metathesis as Key Steps, Letters in Organic Chemistry 2006; 3 (2) . https://dx.doi.org/10.2174/157017806775224350