Donor Rhodium Carbenes by Retro-Buchner Reaction

Author

Mato, Mauro

Echavarren, Antonio M.

Publication date

2018-12-18



Abstract

Rhodium carbenes are key intermediates in a range of cycloadditions and insertion reactions. Herein, we report the first generation of donor RhII carbenes by decarbenation of 7‐substituted 1,3,5‐cycloheptatrienes. This discovery unlocks an improved retro‐Buchner‐cyclopropanation sequence, a Si−H insertion reaction for a broad‐scope synthesis of allylsilanes, and a new method for the vinylogation of aldehydes. The last strategy led to the development of an iterative synthesis of E‐polyenes, and to the total synthesis of navenones B and C.

Document Type

Article
Accepted version

Language

English

Subject

54

Pages

2088 p.

Grant Agreement Number

CTQ2016-75960-P

2017 SGR 1257

Documents

anie.201813512.docx

1.281Mb

 

Rights

L'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons:http://creativecommons.org/licenses/by-nc-nd/4.0/

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Papers [1244]