Work

Synthesis of (−)-egenine (decumbensine) by asymmetric carbonyl addition

Year: 1990

Type: article

Abstract: The first synthesis of the phthalideisoquinoline hemiacetal egenine is reported, along with spectral data suggesting that egenine and decumbensine are one and the same. These synthetic studies are part of a larger investigation into the face-selectivity of additions of chiral dipole-stabilized organometallics to aldehydes. The synthesis of egenine and the correlation to bicuculline diol establish the absolute configuration of the major stereoisomer formed as being opposite to that expected based on earlier work.

Source: Tetrahedron Letters

DOI: 10.1016/s0040-4039(00)97451-3

Authors: Kathleen S. Rein, Robert E. Gawley

Institution: University of Miami

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $3,610

OpenAlex ID: W2064656342

FWCI: 2.22

Cites: 9

Cited by: 23

Related to: 10