TOTAL SYNTHESIS OF HAPLACUTINES B AND C

被引：0

作者：

Kutsumura, Noriki ^{[1
,2
]}

Numata, Keisuke ^{[2
]}

Mosaki, Shiho ^{[2
]}

Saito, Takao ^{[2
]}

机构：

[1] Univ Tsukuba, Int Inst Integrat Sleep Med WPI IIIS, 1-1-1 Tennodai, Tsukuba, Ibaraki 3058575, Japan

[2] Tokyo Univ Sci, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan

来源：

HETEROCYCLES | 2019年 / 99卷 / 01期

关键词：

DBU CONDITIONS; CYCLIZATION;

D O I：

10.3987/COM-18-S(F)7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of 4-quinolone alkaloids, haplacutines B and C, has been achieved. The synthetic highlights are chemoselective construction of a 2-alkyl-4-quinolone skeleton via intramolecular base-promoted cyclocondensation of ortho-alkylamidoacetophenone and stereoselective elongation of the dienol side chain via the Stille coupling.

引用

页码：614 / 624

页数：11

共 50 条

[41] Progress towards the total synthesis of halichondrin B: Synthesis of the C(37)-C(54) segment
Burke, SD
Austad, BC
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 214 : 13 - ORGN
[42] Total Synthesis of Fellutamide B and Deoxy-Fellutamides B, C, and D
Giltrap, Andrew M.
Cergol, Katie M.
Pang, Angel
Britton, Warwick J.
Payne, Richard J.
MARINE DRUGS, 2013, 11 (07): : 2382 - 2397
[43] Total Synthesis of (+)-Machaeriols B and C and of Their Enantiomers with a Cannabinoid Structure
Lee, Hee Jin
Lee, Yong Rok
Kim, Sung Hong
HELVETICA CHIMICA ACTA, 2009, 92 (07) : 1404 - 1412
[44] Progress toward the total synthesis of chromodorolides A, B, C, and D
Overman, Larry
Tao, Daniel
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
[45] Enantiocontrolled total synthesis of the diterpenoids, triptoquinone B, C and triptocallol
Yamamura, I
Fujiwara, Y
Yamato, T
Irie, O
Shishido, K
TETRAHEDRON LETTERS, 1997, 38 (23) : 4121 - 4124
[46] First Total Synthesis of Cleroindicin B,(±) Cleroindicin C and E
Jin CHEN1
ChineseChemicalLetters, 2001, (09) : 771 - 774
[47] Towards the unified total synthesis of lituarines A, B, and C.
Walsh, SP
Frohn, M
Duffey, MO
Smith, AB
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 228 : U80 - U80
[48] Total Synthesis of Ginkgolide C and Formal Syntheses of Ginkgolides A and B
Hebert, Martin
Bellavance, Gabriel
Barriault, Louis
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (39) : 17792 - 17796
[49] First total synthesis of cleroindicin B, (±) cleroindicin C and E
Chen, J
Tian, J
Wu, FE
Kawabe, N
Tokuda, M
CHINESE CHEMICAL LETTERS, 2001, 12 (09) : 771 - 774
[50] Toward the total synthesis of scytophycins: Synthesis of the C7-C21 fragments of scytophycins A, B, and C
Ohyoshi, Takayuki
Namiki, Mayu
Miyazaki, Yuto
Sato, Shusei
Noguchi, Tomonari
Kigoshi, Hideo
TETRAHEDRON LETTERS, 2023, 114

← 1 2 3 4 5 →