Synthesis 2019; 51(10): 2207-2213
DOI: 10.1055/s-0037-1612248
paper
© Georg Thieme Verlag Stuttgart · New York

A Free-Radical and Protecting-Group-Free Approach to (–)-Boschnialactone and γ-Lycorane

Alberto Basante-Avendaño
,
Víctor E. Guerra-Ayala
,
Alma Sánchez-Eleuterio
,
Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior s/n, Ciudad Universitaria, Coyoacán, 04510 Mexico City, Mexico   Email: acordero@unam.mx
› Author Affiliations
Dirección General de Asuntos del Personal Académico, Universidad Nacional Autónoma de México (DGAPA-UNAM) for project number IN205318 and for a postdoctoral fellowship for A.S.-E. Consejo Nacional de Ciencia y Tecnología (CONACYT) for grants numbers 767928 (A.B.-A.) and 620665 (V.E.G.-A.).
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Publication History

Received: 14 December 2018

Accepted after revision: 16 January 2019

Publication Date:
27 February 2019 (online)


Contributed equally to this work

Abstract

The protecting-group-free (PGF) and free-radical-based synthesis of two structurally different natural products, (–)-boschnialactone and γ-lycorane, is reported. The key step in both syntheses is a radical–ionic sequence for construction of the principal structure (a six-membered lactone and a 1,4-dicarbonyl compound, respectively), allowing short and rapid access to these natural products through a PGF route.

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