Formal total synthesis of (+)-didemniserinolipid B

被引：14

作者：

Prasad, Kavirayani R. ^{[1
]}

Gandi, Vasudeva Rao ^{[1
]}

机构：

[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

来源：

TETRAHEDRON-ASYMMETRY | 2010年 / 21卷 / 23期

关键词：

STEREOSELECTIVE TOTAL-SYNTHESIS; ACID;

D O I：

10.1016/j.tetasy.2010.11.006

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The formal total synthesis of (+)-didemniserinolipid B, a marine tunicate possessing a 6,8-dioxabicyclo[3.2.1]octane framework, was accomplished starting from L-(+)-tartaric acid. The key transformations in the synthesis include the elaboration of a gamma-hydroxy-amide readily obtained by desymmetrization of tartaric acid bis-amide via the controlled addition of a Grignard reagent followed by stereoselective reduction of the resulting ketone. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：2848 / 2852

页数：5

共 50 条

[11] A FORMAL TOTAL SYNTHESIS OF (-)-OUDEMANSIN-B
AKITA, H
MATSUKURA, H
KARASHIMA, H
OISHI, T
CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (10) : 2847 - 2848
[12] A formal total synthesis of (±)-homogynolide-B
Srikrishna, A
Nagaraju, S
Venkateswarlu, S
Hiremath, US
Reddy, TJ
Venugopalan, P
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (15): : 2069 - 2076
[13] Enantioselective formal total synthesis of dihydrospirotryprostatin B
Peng, Tian-Feng
Liu, Peng
Guo, Yu-Xin
Chen, Meng-Hua
Tong, Man-Ting
Peng, Deng-Xian
Yang, Zhen-Ting
Zhao, Rou
Shen, Xiang
Liu, Jian-Jun
Cheng, Fei-Xiang
Shen, Xian-Fu
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2024, 26 (10) : 1175 - 1191
[14] Formal total synthesis of (±)-herbertenediol and (±)-mastigophorenes A and B
Srikrishna, A
Rao, MS
TETRAHEDRON LETTERS, 2001, 42 (33) : 5781 - 5782
[15] Formal Total Synthesis of Stevastelins B and B3
Yadav, Jhillu Singh
Mandal, Satadru Sekhar
Srihari, Pabbaraja
HELVETICA CHIMICA ACTA, 2014, 97 (05) : 669 - 688
[16] Asymmetric total synthesis of (+)-dihydroitomanallene B and formal synthesis of (-)-kumausallene
Fernandes, Rodney A.
Kumar, Atul
Pathare, Ramdas S.
CHEMICAL COMMUNICATIONS, 2022, 58 (85) : 11921 - 11924
[17] A convergent approach to the formal total synthesis of hemibrevetoxin B
Kadota, Isao
Abe, Takashi
Ishitsuka, Yukako
Touchy, Abeda S.
Nagata, Ryoko
Yamamoto, Yoshinori
TETRAHEDRON LETTERS, 2007, 48 (02) : 219 - 221
[18] Formal total synthesis of hemibrevetoxin B by a convergent strategy
Fujiwara, K
Sato, D
Watanabe, M
Morishita, H
Murai, A
Kawai, H
Suzuki, T
TETRAHEDRON LETTERS, 2004, 45 (27) : 5243 - 5246
[19] A Concise Formal Total Synthesis of (±)-Laurokamurene B and (±)-β-Cuparenone
Srivastava, Amit Kumar
Ravikumar, Muttineni
Babu, Reddigunta Ramesh
CHEMISTRYSELECT, 2024, 9 (41):
[20] A formal total synthesis of the telomerase inhibitor dictyodendrin B
Hirao, Shotaro
Yoshinaga, Yuki
Iwao, Masatomo
Ishibashi, Fumito
TETRAHEDRON LETTERS, 2010, 51 (03) : 533 - 536

← 1 2 3 4 5 →