Journal article icon

Journal article

A diastereodivergent strategy for the asymmetric syntheses of (-)-martinellic acid and (-)-4-epi-martinellic acid

Abstract:

Asymmetric syntheses of (-)-martinellic acid and (-)-4-epi-martinellic acid were achieved in 20 steps from commercially available starting materials using a diastereodivergent strategy. The conjugate addition of lithium (R)-N-allyl-N-(α-methyl-p-methoxybenzyl)amide to tert-butyl (E)-3-[2′-(N,N-diallylamino)-5′-bromophenyl]propenoate and alkylation of the resultant β-amino ester with methyl bromoacetate were used as the key steps to install the C(9b) and C(3a) stereogenic centres, respectively...

Expand abstract
Publication status:
Published

Actions


Access Document


Publisher copy:
10.1016/j.tet.2013.09.013

Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Fletcher, AM More by this author
Lorkin, TJA More by this author
Roberts, PM More by this author
Expand authors...
Journal:
TETRAHEDRON
Volume:
69
Issue:
46
Pages:
9779-9803
Publication date:
2013-11-18
DOI:
EISSN:
1464-5416
ISSN:
0040-4020
URN:
uuid:c01957f0-d52f-4c5e-8c55-446f4d97158e
Source identifiers:
432262
Local pid:
pubs:432262

Terms of use


Metrics



If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP