Serial [5+2]/[4+2] Cycloadditions: Facile, Preparative, Multi-Component Syntheses of Polycyclic Compounds from Simple, Readily Available Starting Materials

Paul A Wender; Gabriel G Gamber; Marc J C Scanio

doi:10.1002/1521-3773(20011015)40:20<3895::AID-ANIE3895>3.0.CO;2-#

Serial [5+2]/[4+2] Cycloadditions: Facile, Preparative, Multi-Component Syntheses of Polycyclic Compounds from Simple, Readily Available Starting Materials

Angew Chem Int Ed Engl. 2001 Oct 15;40(20):3895-3897. doi: 10.1002/1521-3773(20011015)40:20<3895::AID-ANIE3895>3.0.CO;2-#.

Authors

Paul A Wender¹, Gabriel G Gamber¹, Marc J C Scanio¹

Affiliation

¹ Department of Chemistry, Stanford University Stanford, CA 94305-5080 (USA) Fax: (+1) 650-725-0259.

PMID: 29712128
DOI: 10.1002/1521-3773(20011015)40:20<3895::AID-ANIE3895>3.0.CO;2-#

Abstract

Four new bonds and up to four new stereocenters are formed in the title reactions which allow the conversion of readily available starting materials into complex bicyclo[5.4.0]undecane derivatives. The reactions are performed in a single, simple operation that can be conducted on a preparative scale (100 mmol thus far).

Keywords: chemoselectivity; cycloaddition; enynes; rhodium; tandem reactions.