Total synthesis of diaeudesmin and epieudesmin enantiomers from diallyl

Total synthesis of diaeudesmin and epieudesmin enantiomers from diallyl Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2022, Volume: 71, Number: 8, Pages: 1729-1736 Pages count : 8 DOI: 10.1007/s11172-022-3583-2

Authors

Gursky M.E. ¹ , Baranin S.V. ¹ , Lyssenko K.A. ^2,3 , Chudakova O.O. ⁴ , Bubnov Yu.N. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation
2	Department of Chemistry, Lomonosov Moscow State University, 3 Build., 1 Leninskie Gory, 119991 Moscow, Russian Federation
3	Plekhanov Russian University of Economics, 36 Stremyannyi per., 117997 Moscow, Russian Federation
4	Institute of Fundamental Problems of Biology, Russian Academy of Sciences, 2 ul. Institutskaya, 142290 Pushchino, Moscow Region, Russian Federation

A total synthesis of both pairs of enantiomers of natural lignans, diaeudesmin and epieudesmin, was described. The synthesis involved enantioselective allylborylation of veratraldehyde with 1,6-bis(diisopinocampheylboryl)hexa-2,4-dienes, ozonolysis, and triethylsilane reduction in the presence of boron trifluoride etherate.

Gursky M.E. , Baranin S.V. , Lyssenko K.A. , Chudakova O.O. , Bubnov Y.N.
Total synthesis of diaeudesmin and epieudesmin enantiomers from diallyl
Russian Chemical Bulletin. 2022. V.71. N8. P.1729-1736. DOI: 10.1007/s11172-022-3583-2 WOS Scopus OpenAlex

≡ Web of science:	WOS:000859732900017
≡ Scopus:	2-s2.0-85138712738
≡ OpenAlex:	W4296884730