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Volumn 70, Issue 11, 2012, Pages 1178-1186

A new synthetic route to the skeleton of saxitoxin, a naturally occurring blocker of voltage-gated sodium channels

Author keywords

[No Author keywords available]

Indexed keywords

CASCADE CYCLIZATION; KEY REACTIONS; NATURAL PRODUCTS; NATURALLY OCCURRING; SODIUM CHANNEL; SYNTHETIC ROUTES; TOTAL SYNTHESIS;

EID: 84880142393     PISSN: 00379980     EISSN: None     Source Type: Journal    
DOI: 10.5059/yukigoseikyokaishi.70.1178     Document Type: Article
Times cited : (17)

References (63)
  • 14
    • 33748644699 scopus 로고    scopus 로고
    • For synthetic studies on tetrodotoxin from this laboratory and references cited therein
    • For synthetic studies on tetrodotoxin from this laboratory, see: Urabe, D.; Nishikawa, T.; Isobe, M. Chem. Asian J. 2006, 1, 125, and references cited therein.
    • (2006) Chem. Asian J. , vol.1 , pp. 125
    • Urabe, D.1    Nishikawa, T.2    Isobe, M.3
  • 37
    • 84880140625 scopus 로고    scopus 로고
    • This strategy is similar to that of the total synthesis of STX by Looper (ref. 17). They synthesized the STX skeleton by a silver and iodine -mediated one-pot cascade cyclization from a bis-guanidino-acetylene
    • This strategy is similar to that of the total synthesis of STX by Looper (ref. 17). They synthesized the STX skeleton by a silver and iodine -mediated one-pot cascade cyclization from a bis-guanidino-acetylene.
  • 43
    • 84880166361 scopus 로고    scopus 로고
    • Recently, Looper reported an iodocyclization between guanidine and olen (see ref. 17)
    • Recently, Looper reported an iodocyclization between guanidine and olen (see ref. 17).
  • 51
    • 84880140825 scopus 로고    scopus 로고
    • When the corresponding salt with TFA was employed for this cyclization, the yield of 30 decreased
    • When the corresponding salt with TFA was employed for this cyclization, the yield of 30 decreased.
  • 59
    • 84880180167 scopus 로고    scopus 로고
    • Du Bois reported the synthesis of a similar compound to 57 (see ref. 15b)
    • Du Bois reported the synthesis of a similar compound to 57 (see ref. 15b).
  • 60
    • 84880167609 scopus 로고    scopus 로고
    • The conditions were identical to those employed in the total synthesis of saxitoxin by Du Bois and Nagasawa (see Ref. 15 and 16)
    • The conditions were identical to those employed in the total synthesis of saxitoxin by Du Bois and Nagasawa (see Ref. 15 and 16).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.